関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Diisobutylaluminum hydride | HCID 14487 | — |
| 反応物 | (5-Oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate | HCID 4609541 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (+/-)2-Hydroxy-5-(p-Toluenesulfonyloxymethyl)-Tetrahydrofuran | HCID 21255848 | — |
反応手順
To a suspension of (±)-dihydro-5-(p-toluensulfonyloxymethyl)-2(3H)-furanone (example 57) (5.20 g, 19.26 mmol) in anhydrous toluene (125 mL) at -78° C. was added DIBAL (1.5M in toluene, 13.5 mL, 20.22 mmol) dropwise. The solution was allowed to stir at -78° C. for 2 h. Water was then added to the mixture and the reaction mixture was brought to rt. The mixture was filtered through Celite and the organic layer was collected, dried (MgSO4) and concentrated to give the title compound as a 1:1 mixture of cis and trans isomers (4.2 g, 80%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05789394 |
|---|
| 出典データセット | uspto-grants-1998_08 |
|---|
| ORD ID | ord-130f7161d5024503a220617a495fe875 |
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| 出典メモ | uspto-grants-1998_08 |
|---|
